data_CNE
# 
_chem_comp.id                                    CNE 
_chem_comp.name                                  "(3S)-5-[(2-CHLORO-6-FLUOROBENZYL)SULFANYL]-3-{[N-({2-ETHOXY-5-[(1E)-3-METHOXY-3-OXOPROP-1-ENYL]PHENYL}ACETYL)-D-VALYL]AMINO}-4-OXOPENTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H36 Cl F N2 O8 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-11-24 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   N 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        651.143 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CNE 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1RHR 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  RCSB 
# 
loop_
_chem_comp_atom.comp_id 
_chem_comp_atom.atom_id 
_chem_comp_atom.alt_atom_id 
_chem_comp_atom.type_symbol 
_chem_comp_atom.charge 
_chem_comp_atom.pdbx_align 
_chem_comp_atom.pdbx_aromatic_flag 
_chem_comp_atom.pdbx_leaving_atom_flag 
_chem_comp_atom.pdbx_stereo_config 
_chem_comp_atom.model_Cartn_x 
_chem_comp_atom.model_Cartn_y 
_chem_comp_atom.model_Cartn_z 
_chem_comp_atom.pdbx_model_Cartn_x_ideal 
_chem_comp_atom.pdbx_model_Cartn_y_ideal 
_chem_comp_atom.pdbx_model_Cartn_z_ideal 
_chem_comp_atom.pdbx_component_atom_id 
_chem_comp_atom.pdbx_component_comp_id 
_chem_comp_atom.pdbx_ordinal 
CNE C24  C24  C  0 1 Y N N 80.940 -23.664 99.752  2.415  0.240  7.267   C24  CNE 1  
CNE C25  C25  C  0 1 Y N N 79.578 -23.563 99.332  2.453  -0.236 5.961   C25  CNE 2  
CNE C20  C20  C  0 1 Y N N 78.530 -23.494 100.312 1.328  -0.828 5.399   C20  CNE 3  
CNE C21  C21  C  0 1 Y N N 78.903 -23.535 101.697 0.173  -0.955 6.137   C21  CNE 4  
CNE C22  C22  C  0 1 Y N N 80.264 -23.634 102.112 0.129  -0.477 7.452   C22  CNE 5  
CNE C23  C23  C  0 1 Y N N 81.279 -23.701 101.126 1.264  0.123  8.011   C23  CNE 6  
CNE C26  C26  C  0 1 N N N 80.649 -23.680 103.536 -1.102 -0.604 8.242   C26  CNE 7  
CNE C27  C27  C  0 1 N N N 80.100 -22.916 104.512 -1.142 -0.141 9.511   C27  CNE 8  
CNE C28  C28  C  0 1 N N N 80.547 -23.022 105.929 -2.331 -0.264 10.273  C28  CNE 9  
CNE O7   O7   O  0 1 N N N 81.518 -23.887 106.265 -2.371 0.197  11.540  O7   CNE 10 
CNE O6   O6   O  0 1 N N N 80.018 -22.318 106.734 -3.315 -0.786 9.785   O6   CNE 11 
CNE C29  C29  C  0 1 N N N 81.953 -23.987 107.633 -3.684 -0.068 12.036  C29  CNE 12 
CNE O8   O8   O  0 1 N N N 79.399 -23.543 97.932  3.592  -0.118 5.231   O8   CNE 13 
CNE C30  C30  C  0 1 N N N 79.569 -22.341 97.201  4.554  0.527  6.067   C30  CNE 14 
CNE C31  C31  C  0 1 N N N 79.285 -22.627 95.715  5.867  0.692  5.300   C31  CNE 15 
CNE C19  C19  C  0 1 N N N 77.093 -23.387 99.848  1.377  -1.342 3.983   C19  CNE 16 
CNE C18  C18  C  0 1 N N N 76.570 -21.933 99.968  0.951  -0.249 3.037   C18  CNE 17 
CNE N2   N2   N  0 1 N N N 76.755 -21.169 98.818  0.917  -0.482 1.710   N2   CNE 18 
CNE O5   O5   O  0 1 N N N 76.035 -21.526 100.998 0.639  0.839  3.470   O5   CNE 19 
CNE C14  C14  C  0 1 N N S 76.311 -19.760 98.731  0.504  0.580  0.790   C14  CNE 20 
CNE C13  C13  C  0 1 N N N 74.807 -19.806 98.536  -0.147 -0.030 -0.422  C13  CNE 21 
CNE C15  C15  C  0 1 N N N 76.978 -19.018 97.543  1.730  1.387  0.359   C15  CNE 22 
CNE C17  C17  C  0 1 N N N 76.677 -19.644 96.172  2.307  2.124  1.568   C17  CNE 23 
CNE C16  C16  C  0 1 N N N 78.490 -18.935 97.754  2.787  0.440  -0.214  C16  CNE 24 
CNE O4   O4   O  0 1 N N N 74.197 -20.864 98.452  0.007  -1.208 -0.665  O4   CNE 25 
CNE N1   N1   N  0 1 N N N 74.242 -18.590 98.475  -0.903 0.731  -1.237  N1   CNE 26 
CNE C10  C10  C  0 1 N N S 72.814 -18.504 98.283  -1.634 0.115  -2.348  C10  CNE 27 
CNE C9   C9   C  0 1 N N N 72.381 -17.403 97.253  -0.970 0.480  -3.650  C9   CNE 28 
CNE C11  C11  C  0 1 N N N 72.199 -18.272 99.708  -3.077 0.621  -2.351  C11  CNE 29 
CNE C12  C12  C  0 1 N N N 70.993 -19.125 100.051 -3.742 0.252  -1.050  C12  CNE 30 
CNE O2   O2   O  0 1 N N N 70.507 -19.049 101.170 -5.003 0.644  -0.806  O2   CNE 31 
CNE O3   O3   O  0 1 N N N 70.520 -19.852 99.249  -3.141 -0.395 -0.227  O3   CNE 32 
CNE C8   C8   C  0 1 N N N 73.022 -17.590 95.854  -1.033 -0.466 -4.820  C8   CNE 33 
CNE O1   O1   O  0 1 N N N 70.993 -17.512 97.116  -0.387 1.533  -3.756  O1   CNE 34 
CNE S1   S1   S  0 1 N N N 72.441 -16.346 94.688  -0.147 0.252  -6.230  S1   CNE 35 
CNE C7   C7   C  0 1 N N N 73.274 -16.740 93.141  -0.381 -1.064 -7.455  C7   CNE 36 
CNE C6   C6   C  0 1 Y N N 72.803 -15.796 92.037  0.290  -0.674 -8.746  C6   CNE 37 
CNE C5   C5   C  0 1 Y N N 72.379 -16.336 90.780  1.612  -1.019 -8.970  C5   CNE 38 
CNE C4   C4   C  0 1 Y N N 71.923 -15.528 89.717  2.229  -0.661 -10.157 C4   CNE 39 
CNE C3   C3   C  0 1 Y N N 71.882 -14.123 89.873  1.524  0.039  -11.118 C3   CNE 40 
CNE C2   C2   C  0 1 Y N N 72.292 -13.538 91.091  0.204  0.383  -10.894 C2   CNE 41 
CNE C1   C1   C  0 1 Y N N 72.749 -14.351 92.159  -0.414 0.021  -9.710  C1   CNE 42 
CNE F1   F1   F  0 1 N N N 72.392 -17.662 90.561  2.301  -1.704 -8.031  F1   CNE 43 
CNE CL1  CL1  CL 0 0 N N N 73.228 -13.488 93.607  -2.072 0.453  -9.431  CL1  CNE 44 
CNE H24  H24  H  0 1 N N N 81.746 -23.714 99.001  3.291  0.702  7.697   H24  CNE 45 
CNE H21  H21  H  0 1 N N N 78.117 -23.489 102.469 -0.698 -1.419 5.701   H21  CNE 46 
CNE H23  H23  H  0 1 N N N 82.336 -23.782 101.429 1.235  0.493  9.025   H23  CNE 47 
CNE H26  H26  H  0 1 N N N 81.432 -24.359 103.912 -1.976 -1.067 7.809   H26  CNE 48 
CNE H27  H27  H  0 1 N N N 79.312 -22.228 104.163 -0.268 0.321  9.944   H27  CNE 49 
CNE H291 1H29 H  0 0 N N N 81.062 -24.192 108.272 -3.765 0.289  13.062  H291 CNE 50 
CNE H292 2H29 H  0 0 N N N 82.759 -24.705 107.912 -4.418 0.444  11.414  H292 CNE 51 
CNE H293 3H29 H  0 0 N N N 82.250 -22.971 107.983 -3.872 -1.141 12.009  H293 CNE 52 
CNE H301 1H30 H  0 0 N N N 80.571 -21.880 97.364  4.726  -0.078 6.957   H301 CNE 53 
CNE H302 2H30 H  0 0 N N N 78.949 -21.505 97.602  4.179  1.507  6.362   H302 CNE 54 
CNE H311 1H31 H  0 0 N N N 78.283 -23.088 95.552  6.601  1.184  5.938   H311 CNE 55 
CNE H312 2H31 H  0 0 N N N 79.419 -21.681 95.140  6.241  -0.288 5.006   H312 CNE 56 
CNE H313 3H31 H  0 0 N N N 79.905 -23.462 95.314  5.695  1.297  4.410   H313 CNE 57 
CNE H191 1H19 H  0 0 N N N 76.434 -24.105 100.389 2.394  -1.654 3.744   H191 CNE 58 
CNE H192 2H19 H  0 0 N N N 76.966 -23.784 98.814  0.703  -2.193 3.882   H192 CNE 59 
CNE HN2  HN2  H  0 1 N N N 77.215 -21.641 98.040  1.167  -1.353 1.364   HN2  CNE 60 
CNE H14  H14  H  0 1 N N N 76.599 -19.203 99.653  -0.205 1.238  1.291   H14  CNE 61 
CNE H15  H15  H  0 1 N N N 76.532 -17.996 97.529  1.439  2.110  -0.402  H15  CNE 62 
CNE H171 1H17 H  0 0 N N N 75.577 -19.730 96.013  3.181  2.699  1.261   H171 CNE 63 
CNE H172 2H17 H  0 0 N N N 77.156 -19.111 95.318  1.554  2.798  1.977   H172 CNE 64 
CNE H173 3H17 H  0 0 N N N 76.953 -20.724 96.165  2.598  1.400  2.330   H173 CNE 65 
CNE H161 1H16 H  0 0 N N N 78.943 -19.940 97.924  3.020  -0.330 0.519   H161 CNE 66 
CNE H162 2H16 H  0 0 N N N 78.969 -18.402 96.900  2.404  -0.024 -1.121  H162 CNE 67 
CNE H163 3H16 H  0 0 N N N 78.749 -18.470 98.734  3.690  1.004  -0.448  H163 CNE 68 
CNE HN1  HN1  H  0 1 N N N 74.859 -17.783 98.569  -0.963 1.688  -1.089  HN1  CNE 69 
CNE H10  H10  H  0 1 N N N 72.431 -19.446 97.825  -1.629 -0.968 -2.229  H10  CNE 70 
CNE H111 1H11 H  0 0 N N N 71.953 -17.193 99.845  -3.082 1.705  -2.467  H111 CNE 71 
CNE H112 2H11 H  0 0 N N N 72.987 -18.397 100.487 -3.620 0.165  -3.179  H112 CNE 72 
CNE HO2  HO2  H  0 1 N N N 69.752 -19.583 101.385 -5.429 0.408  0.028   HO2  CNE 73 
CNE H81  1H8  H  0 1 N N N 72.857 -18.622 95.465  -2.074 -0.637 -5.094  H81  CNE 74 
CNE H82  2H8  H  0 1 N N N 74.135 -17.604 95.914  -0.570 -1.414 -4.545  H82  CNE 75 
CNE H71  1H7  H  0 1 N N N 73.145 -17.811 92.858  -1.447 -1.212 -7.630  H71  CNE 76 
CNE H72  2H7  H  0 1 N N N 74.384 -16.733 93.251  0.057  -1.989 -7.082  H72  CNE 77 
CNE H4   H4   H  0 1 N N N 71.601 -15.992 88.770  3.260  -0.929 -10.333 H4   CNE 78 
CNE H3   H3   H  0 1 N N N 71.531 -13.484 89.046  2.005  0.319  -12.043 H3   CNE 79 
CNE H2   H2   H  0 1 N N N 72.255 -12.442 91.209  -0.345 0.931  -11.645 H2   CNE 80 
# 
loop_
_chem_comp_bond.comp_id 
_chem_comp_bond.atom_id_1 
_chem_comp_bond.atom_id_2 
_chem_comp_bond.value_order 
_chem_comp_bond.pdbx_aromatic_flag 
_chem_comp_bond.pdbx_stereo_config 
_chem_comp_bond.pdbx_ordinal 
CNE C24 C25  DOUB Y N 1  
CNE C24 C23  SING Y N 2  
CNE C24 H24  SING N N 3  
CNE C25 C20  SING Y N 4  
CNE C25 O8   SING N N 5  
CNE C20 C21  DOUB Y N 6  
CNE C20 C19  SING N N 7  
CNE C21 C22  SING Y N 8  
CNE C21 H21  SING N N 9  
CNE C22 C23  DOUB Y N 10 
CNE C22 C26  SING N N 11 
CNE C23 H23  SING N N 12 
CNE C26 C27  DOUB N E 13 
CNE C26 H26  SING N N 14 
CNE C27 C28  SING N N 15 
CNE C27 H27  SING N N 16 
CNE C28 O7   SING N N 17 
CNE C28 O6   DOUB N N 18 
CNE O7  C29  SING N N 19 
CNE C29 H291 SING N N 20 
CNE C29 H292 SING N N 21 
CNE C29 H293 SING N N 22 
CNE O8  C30  SING N N 23 
CNE C30 C31  SING N N 24 
CNE C30 H301 SING N N 25 
CNE C30 H302 SING N N 26 
CNE C31 H311 SING N N 27 
CNE C31 H312 SING N N 28 
CNE C31 H313 SING N N 29 
CNE C19 C18  SING N N 30 
CNE C19 H191 SING N N 31 
CNE C19 H192 SING N N 32 
CNE C18 N2   SING N N 33 
CNE C18 O5   DOUB N N 34 
CNE N2  C14  SING N N 35 
CNE N2  HN2  SING N N 36 
CNE C14 C13  SING N N 37 
CNE C14 C15  SING N N 38 
CNE C14 H14  SING N N 39 
CNE C13 O4   DOUB N N 40 
CNE C13 N1   SING N N 41 
CNE C15 C17  SING N N 42 
CNE C15 C16  SING N N 43 
CNE C15 H15  SING N N 44 
CNE C17 H171 SING N N 45 
CNE C17 H172 SING N N 46 
CNE C17 H173 SING N N 47 
CNE C16 H161 SING N N 48 
CNE C16 H162 SING N N 49 
CNE C16 H163 SING N N 50 
CNE N1  C10  SING N N 51 
CNE N1  HN1  SING N N 52 
CNE C10 C9   SING N N 53 
CNE C10 C11  SING N N 54 
CNE C10 H10  SING N N 55 
CNE C9  C8   SING N N 56 
CNE C9  O1   DOUB N N 57 
CNE C11 C12  SING N N 58 
CNE C11 H111 SING N N 59 
CNE C11 H112 SING N N 60 
CNE C12 O2   SING N N 61 
CNE C12 O3   DOUB N N 62 
CNE O2  HO2  SING N N 63 
CNE C8  S1   SING N N 64 
CNE C8  H81  SING N N 65 
CNE C8  H82  SING N N 66 
CNE S1  C7   SING N N 67 
CNE C7  C6   SING N N 68 
CNE C7  H71  SING N N 69 
CNE C7  H72  SING N N 70 
CNE C6  C5   DOUB Y N 71 
CNE C6  C1   SING Y N 72 
CNE C5  C4   SING Y N 73 
CNE C5  F1   SING N N 74 
CNE C4  C3   DOUB Y N 75 
CNE C4  H4   SING N N 76 
CNE C3  C2   SING Y N 77 
CNE C3  H3   SING N N 78 
CNE C2  C1   DOUB Y N 79 
CNE C2  H2   SING N N 80 
CNE C1  CL1  SING N N 81 
# 
loop_
_pdbx_chem_comp_descriptor.comp_id 
_pdbx_chem_comp_descriptor.type 
_pdbx_chem_comp_descriptor.program 
_pdbx_chem_comp_descriptor.program_version 
_pdbx_chem_comp_descriptor.descriptor 
CNE SMILES           ACDLabs              10.04 Clc1cccc(F)c1CSCC(=O)C(NC(=O)C(NC(=O)Cc2cc(\C=C\C(=O)OC)ccc2OCC)C(C)C)CC(=O)O 
CNE InChI            InChI                1.02b 
InChI=1/C31H36ClFN2O8S/c1-5-43-26-11-9-19(10-12-29(40)42-4)13-20(26)14-27(37)35-30(18(2)3)31(41)34-24(15-28(38)39)25(36)17-44-16-21-22(32)7-6-8-23(21)33/h6-13,18,24,30H,5,14-17H2,1-4H3,(H,34,41)(H,35,37)(H,38,39)/b12-10+/t24-,30-/m0/s1/f/h34-35,38H 
CNE InChIKey         InChI                1.02b BBHZJDWNUYJWFP-DTWMKKNTDO 
CNE SMILES_CANONICAL CACTVS               3.341 CCOc1ccc(\C=C\C(=O)OC)cc1CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(O)=O)C(=O)CSCc2c(F)cccc2Cl 
CNE SMILES           CACTVS               3.341 CCOc1ccc(C=CC(=O)OC)cc1CC(=O)N[CH](C(C)C)C(=O)N[CH](CC(O)=O)C(=O)CSCc2c(F)cccc2Cl 
CNE SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCOc1ccc(cc1CC(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(=O)O)C(=O)CSCc2c(cccc2Cl)F)\C=C\C(=O)OC 
CNE SMILES           "OpenEye OEToolkits" 1.5.0 CCOc1ccc(cc1CC(=O)NC(C(C)C)C(=O)NC(CC(=O)O)C(=O)CSCc2c(cccc2Cl)F)C=CC(=O)OC 
# 
loop_
_pdbx_chem_comp_identifier.comp_id 
_pdbx_chem_comp_identifier.type 
_pdbx_chem_comp_identifier.program 
_pdbx_chem_comp_identifier.program_version 
_pdbx_chem_comp_identifier.identifier 
CNE "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-5-[(2-chloro-6-fluorobenzyl)sulfanyl]-3-{[N-({2-ethoxy-5-[(1E)-3-methoxy-3-oxoprop-1-en-1-yl]phenyl}acetyl)-L-valyl]amino}-4-oxopentanoic acid"                              
CNE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-5-[(2-chloro-6-fluoro-phenyl)methylsulfanyl]-3-[[(2S)-2-[2-[2-ethoxy-5-[(E)-3-methoxy-3-oxo-prop-1-enyl]phenyl]ethanoylamino]-3-methyl-butanoyl]amino]-4-oxo-pentanoic acid" 
# 
